Stadium: Court 1 Round: 27 Ground: Carpet indoor
| Challenger Eckental MD | 2019/10/29 10:25 | Lammons N / Monroe N v Majchrzak K / Walkow S | 6-4,6-4 |
| Challenger Brest MD | 2019/10/23 15:50 | Gengel M / Kolar Z v Lammons N / Monroe N | 6-3,6-4 |
| Challenger Mouilleron le Captif MD | 2019/10/10 09:00 | Guinard M / Miedler L v Lammons N / Monroe N | 6-3,4-6,10-7 |
| Challenger Mouilleron le Captif MD | 2019/10/09 11:15 | Lammons N / Monroe N v Podlipnik / Weissb. | 7-6,7-6 |
| Challenger Eckental MD | 2019/10/30 19:45 | Wiskandt/Zima v Skupski K / Smith J-P | 1-6,2-6 |
| Challenger - Hambourg - Doubles Hommes | 2019/10/27 12:00 | Skupski K / Smith J-P v Cerretani J / Cressy M | 4-6,4-6 |
| Challenger - Hambourg - Doubles Hommes | 2019/10/26 12:00 | Skupski K / Smith J-P v Troicki V / Zimonjic N | 6-1,6-2 |
| Challenger - Hambourg - Doubles Hommes | 2019/10/25 16:30 | Skupski K / Smith J-P v Celikbilek/Ilkel | 6-2,7-5 |
| Challenger - Hambourg - Doubles Hommes | 2019/10/22 15:00 | Skupski K / Smith J-P v Golubev A / Nedovyesov A | 6-4,7-6 |
| Wimbledon MD | 2019/07/05 10:00 | Haase R / Nielsen F v Skupski K / Smith J-P | 7-6,7-6,7-6 |
| Wimbledon MD | 2019/07/03 14:15 | Skupski K / Smith J-P v Clarke J / Ward J | 6-2,6-4,6-2 |
| Challenger - Nottingham - Doubles Hommes | 2019/06/16 13:10 | Skupski K / Smith J-P v Gong M-X / Zhang Z | 2-6,4-6 |